iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1498

Identifiers

  • Canonical SMILES: 
    CNC(=O)[C@H](Cc1ccc2ccccc2c1)N1CCC(=O)N(Cc2ccc(O)c(OC)c2)[C@@H](CC(C)C)C1=O
  • IUPAC name: 
    (2S)-2-[(3S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(2-methylpropyl)-2,5-dioxo-1,4-diazepan-1-yl]-N-methyl-3-naphthalen-2-ylpropanamide
  • InChi: 
    InChI=1S/C31H37N3O5/c1-20(2)15-26-31(38)33(14-13-29(36)34(26)19-22-10-12-27(35)28(18-22)39-4)25(30(37)32-3)17-21-9-11-23-7-5-6-8-24(23)16-21/h5-12,16,18,20,25-26,35H,13-15,17,19H2,1-4H3,(H,32,37)/t25-,26-/m0/s1
  • InChiKey: 
    ASZRMFOYZFBVKS-UIOOFZCWSA-N

External links


10143236
CHEMBL361764
8318745

External search

Bibliography (1)

Publication Name
Wattanasin S, Kallen J, Myers S, Guo Q, Sabio M, Ehrhardt C, Albert R, Hommel U, Weckbecker G, Welzenbach K, Weitz-Schmidt G. . 1,4-Diazepane-2,5-diones as novel inhibitors of LFA-1. Bioorganic & medicinal chemistry letters. 2e

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 0 0 0

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.02 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 531.27 g/mol
HBA 8
HBD 2
HBA + HBD 10
AlogP 3.67
TPSA 99.18
RB 9
Radar chart
PCA : iPPI-DB chemical space
PCA : Correlation circle
Efficiencies: iPPI-DB biplot LE versus LLE
Summary
Bibliographic ressources Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
15686945 2e ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 6.02
Ta Structure Name Drugbank ID
0.7029 (S)-2-((S)-3-isobutyl-2,5-dioxo-4-quinolin-3-ylmethyl-[1,4]diazepan-1yl)-N-methyl-3-naphtalen-2-yl-propionamide DB04724
0.6864 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6777 D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide DB07133
0.6591 Tiropramide DB13091
0.6531 Atrasentan DB06199
0.6508 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.6447 Moexiprilat DB14210
0.6429 D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide DB07027
0.6417 (3s,8ar)-3-(4-Hydroxybenzyl)Hexahydropyrrolo[1,2-a]Pyrazine-1,4-Dione DB04520
0.6378 D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide DB07005
0.6296 N-[2-hydroxy-1-indanyl]-5-[(2-tertiarybutylaminocarbonyl)-4(benzo[1,3]dioxol-5-ylmethyl)-piperazino]-4-hydroxy-2-(1-phenylethyl)-pentanamide DB01721
0.6261 PPI-1019 DB05832
0.6173 Merotocin DB12932
0.6154 (3S,6S)-3,6-bis(4-hydroxybenzyl)piperazine-2,5-dione DB08761
0.6040 Paratoulene phosphate DB04495